Title: Winthrop Vacation Rentals : Short-Term Rentals for 2025 | Expedia.ca [Hotels in Winthrop](https://expedia.ca/Winthrop-Hotels.d175876.Travel-Guide-Hotels)[Winthrop Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop.d175876.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.ca/Winthrop.d175876.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winthrop Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=175876&startDate=2025-10-28&endDate=2025-10-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=175876&startDate=2025-10-29&endDate=2025-10-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175876&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175876&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Winthrop ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71080000/71079100/71079069/30b81459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71080000/71079100/71079069/5e98f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71080000/71079100/71079069/7d47682b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/72000000/71080000/71079100/71079069/d83bc90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit Winthrop 9.8/10 Exceptional (29) "Amazing place to stay. Everything we needed was there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ike T. [](https://www.expedia.ca/Winthrop-Hotels-Fantastic-Lakefront-Cabin-W-Free-WiFi.h71079069.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27060000/27051200/27051125/5e1f60d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27060000/27051200/27051125/59784112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27060000/27051200/27051125/47a12e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27060000/27051200/27051125/73de335f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discover your retreat - 3-bedroom cottage in Winthrop Winthrop 10/10 Exceptional (176) "We have a great time staying here each spring!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colin T. [](https://www.expedia.ca/Winthrop-Hotels-Discover-Your-Retreat-3-Bedroom-Cottage-In-Winthrop.h27051125.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78640000/78632400/78632356/14abecbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, stereo](https://images.trvl-media.com/lodging/79000000/78640000/78632400/78632356/c143acd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78640000/78632400/78632356/741f6055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78640000/78632400/78632356/e5cabbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Landing Cottage | Lakefront · Dock · Kayaks Winthrop 9.8/10 Exceptional (10) "Great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie O. [](https://www.expedia.ca/Winthrop-Hotels-Little-Landing-Cottage-Cozy-Lakefront-Oasis.h78632356.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71940000/71936300/71936209/cbac627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71936300/71936209/3e99557e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71936300/71936209/b703915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, stereo](https://images.trvl-media.com/lodging/72000000/71940000/71936300/71936209/56153d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Keyes Cottage | Lakefront • Dock • Kayaks Winthrop 10/10 Exceptional (13) "The lake was great - had a good time cruising the lake and the camp was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda A. [](https://www.expedia.ca/Winthrop-Hotels-Cozy-Keyes-Cottage-Rare-Lakefront-Getaway.h71936209.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101453200/101453131/605b7763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101460000/101453200/101453131/b2153587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101460000/101453200/101453131/0ec7e441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101460000/101453200/101453131/487d3930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy lake house on Sabattus Pond 2 bed 1 Bath Sabattus 9.4/10 Exceptional (19) "Perfect place to stay for a weekend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura M. [](https://www.expedia.ca/Sabattus-Hotels-Cozy-Lake-House.h101453131.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/effd6d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/8f62b755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/87c98e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82720000/82715500/82715456/0a815942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Country Home w/ Hot Tub, near Colby/Thomas Sidney 9.8/10 Exceptional (33) "Very nice hot tub, quite and beautiful area! Air quality amazing and AC works fantasticly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan [](https://www.expedia.ca/Sidney-Hotels-Full-Home.h82715456.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94700000/94692500/94692407/b445f451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94700000/94692500/94692407/b3b13213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94700000/94692500/94692407/c5b12fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94700000/94692500/94692407/25544bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Get in touch with nature. Richmond 10/10 Exceptional (32) "Very peaceful and clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori m. CA $126 CA $214 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Richmond-Hotels-Get-In-Touch-With-Nature.h94692407.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99590000/99585000/99584967/82bf36ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99590000/99585000/99584967/221d669c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99590000/99585000/99584967/60350247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99590000/99585000/99584967/7b161e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly Manchester 10/10 Exceptional (253) "Beautiful location and house is perfect for family with teenagers and perfect for enjoying the lake. In addition to lake activities which can’t be beat especially with swimable dick, cayaks and floaties, house has hot tub, pingpong table and flat part of back yard for play, no need to go anywhere. Nearby Hallowell is lovely with restaurants and cafes. I can’t say enough positive things about property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noelle F. [](https://www.expedia.ca/Manchester-Hotels-Spectacular-Cobbossee-Lakefront-With-Hot-TubDog-Friendly.h99584967.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106340000/106331400/106331388/6af2c57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106331400/106331388/a686b680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106340000/106331400/106331388/407d450e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106340000/106331400/106331388/3f9e18c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maine Cabin Masters Camp completely redone waiting for a Lake loving family ! Readfield 10/10 Exceptional (7) "It was a wonderful week. The cabin is very well appointed. We lacked for nothing! Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gigi A. [](https://www.expedia.ca/Readfield-Hotels-Maine-Cabin-Masters-Camp-Completely-Redone-Waiting-For-A-Lake-Loving-Family.h106331388.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/129d87e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/37c037db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/db1800b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57700000/57698800/57698782/f0524dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on water's edge of Lake Cobbosseecontee Manchester 8.8/10 Excellent (17) "Perfect old fashion Maine cottage! Great sunsets!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita W. CA $182 CA $446 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Manchester-Hotels-Cozy-Cottage-On-Waters-Edge-Of-Lake-Cobbosseecontee.h57698782.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/9488f9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/d7ee7662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/2b014688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112739/d8ba6715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Lane Manchester 10/10 Exceptional (69) "We had a wonderful stay at Lighthouse Lane! The property was perfect with every detail thought out for guests! The views were spectacular and even better than what the listing photos show. We will definitely stay again! Thank you for being amazing hosts!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keli H. CA $503 CA $671 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Augusta-Hotels-Cottage-On-Cobbosseecontelake.h63112739.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/e9134fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/23185cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/6dc1bfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102400000/102392200/102392135/2cc45c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront 2br/2ba cottage West Gardiner 9.8/10 Exceptional (15) "Everything worked perfectly. Great location. House looked like the photos. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Ed and Maggie L. CA $195 CA $452 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gardiner-Hotels-Waterfront-2br2ba-Cottage.h102392135.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33740800/33740720/44d60a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33750000/33740800/33740720/e3e7ebde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33740800/33740720/ec9a5952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33750000/33740800/33740720/95a29f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside retreat in Central Maine Wales 9.8/10 Exceptional (93) "Paul & Kevin were so accommodating and Sailor Retreat was perfect. The home was clean, inviting and the perfect place for our visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenn A. [](https://www.expedia.ca/Sabattus-Hotels-Lakeside-Retreat-In-Central-Maine.h33740720.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112180000/112178200/112178148/efe757cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112180000/112178200/112178148/9ee9006b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112180000/112178200/112178148/a47a45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112180000/112178200/112178148/b654a6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting Mount Vernon 10/10 Exceptional (18) "Beautiful property, had everything that was needed. Would definitely book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel G. [](https://www.expedia.ca/Mount-Vernon-Hotels-PRIVATE-3-BEDROOM-ADIRONDACK-HOUSE-ON-THE-WATER.h112178148.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36362000/36361988/54bb592a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36370000/36362000/36361988/dd11d373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36362000/36361988/69c4a190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36370000/36362000/36361988/49cf1b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classy AF Home Steps from Colby and Trails Oakland 10/10 Exceptional (48) "Clean, comfortable and incredibly close to campus for a college visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia R. [](https://www.expedia.ca/Oakland-Hotels-Classy-AF-Home-Steps-From-Colby-And-Trails.h36361988.Hotel-Information) ![TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/34000000/33510000/33501000/33500913/70571d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33501000/33500913/2eb58a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33501000/33500913/4605acbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/34000000/33510000/33501000/33500913/7cb577b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge Mt Vernon 10/10 Exceptional (74) "The view was spectacular the cabin was beautiful hope to come back next year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. [](https://www.expedia.ca/Mount-Vernon-Hotels-One-Of-Belgrade-Lakes-Best-Kept-Secrets.h33500913.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22720000/22710900/22710841/575c0ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/23000000/22720000/22710900/22710841/811195c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/23000000/22720000/22710900/22710841/e2833899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22720000/22710900/22710841/545533bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nature lovers Paradise your own island West Gardiner 9.8/10 Exceptional (70) "Amazing property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily H. [](https://www.expedia.ca/Gardiner-Hotels-Nature-Lovers-Paradise-Your-Own-Island.h22710841.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/8e424a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/834fa16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/d71068b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/77000000/76970000/76965000/76964979/c8b14c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Golfcourse, Dog Friendly, Lake Great Pond Belgrade 10/10 Exceptional (47) "Very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $197 CA $413 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Belgrade-Hotels-NEW-Cozy-3-Bedroom-Cottage-On-Great-Pond-Dog-Friendly.h76964979.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93250000/93244100/93244031/db1dab5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93244100/93244031/a0e24c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/94000000/93250000/93244100/93244031/7ecdef11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93250000/93244100/93244031/e9b6fc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Cabin China 10/10 Exceptional (27) "My family and I attended a concert at the Bowl in the Pines and wanted to make a weekend out of it and found this perfect little cabin right on the lake! Kids absolutely loved swimming, fishing and canoeing! Great spot for family bonding! Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura L. [](https://www.expedia.ca/South-China-Hotels-Lakefront-Cabin.h93244031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/a00de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/855c82ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/917b7fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/efd3e83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sister A-Frame in Woods B Oakland 10/10 Exceptional (7) "Great stay. Would stay here again if in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda M. CA $169 CA $319 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12®ionId=175876&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Vacation-Rentals.d175876.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Vacation-Rentals.d175876.Travel-Guide-VacationRentals) ## Top Winthrop Hotel Reviews ## Find out more about Winthrop **Everything you need to know about** **Winthrop** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winthrop vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winthrop vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winthrop. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winthrop vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winthrop rentals** At Expedia, we put the best Winthrop vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winthrop rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winthrop vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winthrop. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) ## Frequently asked questions ### Can I find a vacation rental in Winthrop? > Yes, we offer vacation rentals close to popular sights in Winthrop, or you can choose a secluded option if you want a relaxing place to stay. ### What are some of the best vacation rentals in Winthrop? > [Spacious Country Home w/ Hot Tub, near Colby/Thomas](https://www.expedia.ca/Sidney-Hotels-Full-Home.h82715456.Hotel-Information): Visitors like this Winthrop vacation home rental. It is located in a rural location and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. ### How many vacation rentals are there in Winthrop? > Expedia has 15 vacation rentals for your stay in Winthrop. ### What can I see and do in Winthrop? > Maranacook Lake and Cobbosseecontee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Annabessacook Lake and Wilson Pond are other places worth a visit. ### What are vacation rentals like in Winthrop? > Vacation rentals are private accommodations you can book for a few days or a quick weekend in Winthrop. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families. ### Expedia's Latest Trends Hotels - [Hotels in Bar Harbor](https://expedia.ca/Bar-Harbor-Hotels.d561.Travel-Guide-Hotels) - [Hotels with Free Airport Shuttle in Bangor](https://expedia.ca/Bangor-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6050918-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Beach Hotel in Old Orchard Beach](https://expedia.ca/Old-Orchard-Beach-Hotels-Beach-Hotel.0-0-d9256-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels in Portland](https://expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Hotels in Ogunquit](https://expedia.ca/Ogunquit-Hotels.d55878.Travel-Guide-Hotels) - [Hotels in Bangor](https://expedia.ca/Bangor-Hotels.d6050918.Travel-Guide-Hotels) - [Hotels in Wells](https://expedia.ca/Wells-Hotels.d56045.Travel-Guide-Hotels) - [Beach Hotel in Ogunquit](https://expedia.ca/Ogunquit-Hotels-Beach-Hotel.0-0-d55878-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels in Ellsworth](https://expedia.ca/Ellsworth-Hotels.d10220.Travel-Guide-Hotels) - [Cheap Hotels in Portland](https://expedia.ca/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels in Old Orchard Beach](https://expedia.ca/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels) - [Hotels in Freeport](https://expedia.ca/Freeport-Hotels.d180773.Travel-Guide-Hotels) - [Hotels in Augusta](https://expedia.ca/Augusta-Hotels.d452.Travel-Guide-Hotels) - [Hotels in Calais](https://expedia.ca/Calais-Hotels.d55614.Travel-Guide-Hotels) - [Hotels in Houlton](https://expedia.ca/Houlton-Hotels.d7753.Travel-Guide-Hotels) - [Hotels in Waterville](https://expedia.ca/Waterville-Hotels.d10461.Travel-Guide-Hotels) - [Hotels in Kittery](https://expedia.ca/Kittery-Hotels.d8473.Travel-Guide-Hotels) - [Hotels in Kennebunkport](https://expedia.ca/Kennebunkport-Hotels.d10869.Travel-Guide-Hotels) - [Hotels in South Portland](https://expedia.ca/South-Portland-Hotels.d6769.Travel-Guide-Hotels) - [Hotels in Newport](https://expedia.ca/Newport-Hotels.d183289.Travel-Guide-Hotels) - [Cheap Hotels in Bangor](https://expedia.ca/Bangor-Hotels-Cheap-Hotels.0-0-d6050918-tCheapHotels.Travel-Guide-Filter-Hotels) Flights - [Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights) - [Flights from Presque Isle](https://expedia.ca/lp/flights/2868/flights-from-presque-isle) - [Flights to Bangor](https://expedia.ca/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights) Activities - [Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities) - [Things to do in Bar Harbor](https://expedia.ca/Things-To-Do-In-Bar-Harbor.d561.Travel-Guide-Activities) Packages - [Bangor Vacations](https://expedia.ca/Bangor.d6050918.Destination-Travel-Guides) Vacation Rentals - [Old Orchard Beach Vacation Rentals](https://expedia.ca/Old-Orchard-Beach-Vacation-Rentals.d9256.Travel-Guide-VacationRentals) General - [Visit Bar Harbor](https://expedia.ca/Bar-Harbor.dx561) - [Visit Old Orchard Beach](https://expedia.ca/Old-Orchard-Beach.dx9256) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)